Lets Encrypt SSL certificate was failed to renew. Error: System.AggregateException: One or more errors occurred. ---> PostInstall.LetsEncrypt.LetsEncryptRegistrationException: An error occurred while sending the request. ---> System.Net.Http.HttpRequestException: An error occurred while sending the request. ---> System.Net.Http.WinHttpException: The operation timed out
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at System.Net.Http.WinHttpHandler.<StartRequest>d__101.MoveNext()
--- End of inner exception stack trace ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at System.Net.Http.HttpClient.<FinishSendAsync>d__58.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClient>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClientAndGetChallenge>d__11.MoveNext()
--- End of inner exception stack trace ---
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClientAndGetChallenge>d__11.MoveNext()
--- End of inner exception stack trace ---
at System.Threading.Tasks.Task`1.GetResultCore(Boolean waitCompletionNotification)
at PostInstall.CertificateHelper.ProcessCertificatesDirectory(String directory, CloudServerStatus statuses, String appBin)
at PostInstall.CertificateHelper.RenewCertificates(String appBin, String nginxConfigFolder, String configurationPath)
---> (Inner Exception #0) PostInstall.LetsEncrypt.LetsEncryptRegistrationException: An error occurred while sending the request. ---> System.Net.Http.HttpRequestException: An error occurred while sending the request. ---> System.Net.Http.WinHttpException: The operation timed out
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at System.Net.Http.WinHttpHandler.<StartRequest>d__101.MoveNext()
--- End of inner exception stack trace ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at System.Net.Http.HttpClient.<FinishSendAsync>d__58.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClient>d__6.MoveNext()
--- End of stack trace from previous location where exception was thrown ---
at System.Runtime.CompilerServices.TaskAwaiter.ThrowForNonSuccess(Task task)
at System.Runtime.CompilerServices.TaskAwaiter.HandleNonSuccessAndDebuggerNotification(Task task)
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClientAndGetChallenge>d__11.MoveNext()
--- End of inner exception stack trace ---
at PostInstall.LetsEncrypt.LetsEncryptClient.<CreateClientAndGetChallenge>d__11.MoveNext()<---

Staff Member3CX Support

Seems your Machine where 3CX is installed is unable to reach lets encrypt servers to generate your certificate and times out trying.
Can you uninstall and reinstall again? See if it happens again?
If it does, send me Private message.

---------
Nicky
Read & comment on 3CX Phone System news on the https://www.3cx.com/blog/

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